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Reaction of polymeric organolithium compounds with ethylene oxide in hydrocarbon solution: determination of extent of oligomerization
Author(s) -
Quirk Roderic P.,
Mathers Robert T.,
Ma JingJing,
Wesdemiotis Chrys,
Arnould Mark A.
Publication year - 2002
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/1521-3900(200207)183:1<17::aid-masy17>3.0.co;2-a
Subject(s) - ethylene oxide , ethylene , oxide , surface modification , chemistry , benzene , hydrocarbon , polymerization , polymer chemistry , lithium (medication) , anionic addition polymerization , organic chemistry , copolymer , catalysis , polymer , medicine , endocrinology
The functionalization of poly(styryl)lithium with excess ethylene oxide in benzene solution has been reexamined to determine if oligomerization of ethylene oxide occurs under normal conditions. No 13 C NMR peaks were observed at δ = 69‐70 and 72‐73 ppm as expected for a chain end with two ethylene oxide units. These peaks were not observed even when 3.3 equivalents of 13 C‐labeled ethylene oxide (98 atom % 13 C) was utilized. No peak corresponding to two ethylene oxide units at the chain end (at m/z 104n \ 210 \ 44 Daltons) was observed in the MALDI‐TOF mass spectrum of the functionalization product. The main series of peaks (Ag \ ‐cationized) appeared at m/z 104n \ 210, corresponding to the expected C 4 H 9 and CH 2 CH 2 OH end groups with a number average degree of polymerization of n. A small peak (ca. 3%) corresponding to two ethylene oxide units at the chain end was observed in the mass spectrum of the functionalization product obtained using 10 equivalents of ethylene oxide